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(2S,4R)-1-(tert-Butoxycarbonyl)-4-(2-Iodobenzyl)Pyrrolidine-2-Carboxylic Acid CAS NO 959573-29-6


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CAS No.:959573-29-6

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(2S,4R)-1-(tert-Butoxycarbonyl)-4-(2-Iodobenzyl)Pyrrolidine-2-Carboxylic Acid is a high-purity, non-natural amino acid derivative featuring a chiral pyrrolidine scaffold and an iodine-substituted benzyl group. This compound serves as a critical chiral building block and advanced pharmaceutical intermediate for the synthesis of complex bioactive molecules. It is primarily utilized by research institutions and pharmaceutical companies engaged in drug discovery, particularly for developing protease inhibitors and other targeted therapeutics.

Application

  • Pharmaceutical Intermediate: A key chiral synthon in the research and development of new chemical entities (NCEs), especially for targeted therapies.
  • Protease Inhibitor Synthesis: Used in the construction of peptidomimetic scaffolds for inhibitors targeting various proteases (e.g., DPP-4, HCV NS3/4A).
  • Medicinal Chemistry Research: Employed in structure-activity relationship (SAR) studies and lead optimization due to its defined stereochemistry and functional handles.
  • Peptidomimetic Development: Integral for creating conformationally constrained peptide analogs to enhance metabolic stability and bioavailability.
  • Chemical Biology Probes: The iodine atom provides a site for further functionalization (e.g., via cross-coupling) to create labeled probes for mechanistic studies.
  • Asymmetric Synthesis: Serves as a chiral auxiliary or starting material in stereoselective synthesis for constructing complex molecular architectures.

Basic Information

Product Name (2S,4R)-1-(tert-Butoxycarbonyl)-4-(2-Iodobenzyl)Pyrrolidine-2-Carboxylic Acid
CAS No. 959573-29-6
Molecular Formula C17H22INO4
Molecular Weight 431.27 g/mol
Synonyms Boc-4-(2-iodobenzyl)-L-proline; (2S,4R)-1-Boc-4-(2-iodobenzyl)pyrrolidine-2-carboxylic acid; 1-[(1,1-Dimethylethoxy)carbonyl]-4-[(2-iodophenyl)methyl]-(2S,4R)-2-pyrrolidinecarboxylic acid; 1-Boc-4-(2-iodobenzyl)-L-proline; (2S,4R)-1-(tert-Butoxycarbonyl)-4-(2-iodophenylmethyl)pyrrolidine-2-carboxylic acid; 959573-29-6; (2S,4R)-Boc-4-(2-iodobenzyl)proline
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Quality Control

Our (2S,4R)-1-(tert-Butoxycarbonyl)-4-(2-Iodobenzyl)Pyrrolidine-2-Carboxylic Acid is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification by HPLC, to ensure it meets the high standards required for pharmaceutical research and development. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This material is hygroscopic (moisture-sensitive) and should be handled under dry conditions to maintain stability. For long-term storage, consider desiccation.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Chiral Purity (Chiral HPLC) ≥ 99.0% de
Water Content (KF) ≤ 1.0%
Residue on Ignition ≤ 0.1%
Heavy Metals ≤ 20 ppm

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.

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